HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Tert-butyl[4-((2r,3s)-3-benzoylamino-2-hydroxy-3-phenylpropionylamino)benzyl]-carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | tert-butyl N-[(4-aminophenyl)methyl]carbamate | HCID 2756041 | — |
| Reactant | N-Benzoyl-3-phenylisoserine, (2R,3S)- | HCID 2762289 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl[4-((2r,3s)-3-benzoylamino-2-hydroxy-3-phenylpropionylamino)benzyl]-carbamate | HCID 24798298 | — |
Reaction Steps
Analogously to Example 1, Process step 1, 33 mg (0.15 mmol) of tert-butyl (4-aminobenzyl)carbamate and 43 mg (0.15 mmol) of (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropionic acid were dissolved in 1 ml of DCM and 1 ml of DMF and treated successively with 78 μl of DIPEA (0.45 mmol), 22.5 mg of HOAt (0.165 mmol) and 76.9 mg (0.165 mmol) of PyBrop. Without further work-up, the batch obtained was filtered and then purified using HPLC. The product-containing fractions were lyophilized.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097758B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-cd6d0b9e14c84780b236df41a3438fee |
| Source note | uspto-grants-2012_01 |